Villa holiday rentals in Collingwood

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Top-rated villa rentals in Collingwood

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Top guest favourite
Villa in Blue Mountain Resort Area
4.9 out of 5 average rating, 49 reviews

Spend Mother’s Day Steps from Blue Mtn Village KQQ

It’s kind of springwinter right now in The Blue Mtns.The Village is bustling steps away from our condo.Perfect time to experience and make memories at Blue Mtn Village.Enjoy 2 decks, 1 facing Mtn slopes with BBQ.1 facing Monterra Golf 1st hole. 7 guests:1 person on new futon in living room (2 littles to get to 8).We provide the bedding.1 king Master.with electric sauna 2/,Queen bedrooms..Lots of space. Living room w/gas fireplace.2 Smart TV’s dining room kitchen laundry2 free parking spaces 5*s

The great room features a large leather sectional sofa arranged around a wooden coffee table. Natural light fills the space through multiple windows, and a stylish area rug complements the modern design. The open concept leads to a kitchen area visible in the background.
Villa in Bradford West Gwillimbury
4.69 out of 5 average rating, 135 reviews

Executive Villa - Year Round Swim Spa & Game Room

Mediterranean inspired country villa: Get away from the big city and unwind in this luxurious custom built bungaloft - total 6000 Sq Ft livable space . Situated in an exclusive estate community enclave and sits on a private 2 acre property. The residence boasts a high-end kitchens, year round swim spa (outside) and game room (basement). Enjoy great shopping at nearby Tanger Outlet Mall. A short drive to Cooks Bay Marina, & only 20 minutes from Canada’s Wonderland & Snow Valley Ski resort.

Top guest favourite
An aerial view captures the peaceful surroundings of the retreat, showcasing a green landscape with a winding canal leading to Lake Simcoe. The area features a mix of residential properties, trees, and a private dock, highlighting the abundant natural beauty and recreational opportunities.
Private room in Gilford
4.94 out of 5 average rating, 47 reviews

Luxury Waterfront Retreat • Beach • Sleeps 26

Escape to Green River Villa, a private 7-acre waterfront retreat near Muskoka, perfect for family reunions, retreats, and group getaways. Surrounded by nature and overlooking the peaceful Green River, the spacious villa offers multiple private sleeping suites and expansive gathering areas. Enjoy kayaking, fishing, and relaxing on the private beach, or paddle scenic waterways connecting to Lake Simcoe. Year-round activities include boating, golf, ice fishing, snowmobiling, and nature walks.

Top guest favourite
A circular above-ground pool is surrounded by a wooden deck. Sunlight reflects off the clear blue water, creating a serene atmosphere. A small shed is visible in the background, and potted plants provide a touch of greenery. Poolside chairs are arranged for relaxation.
Private room in Wasaga Beach
4.93 out of 5 average rating, 55 reviews

Fabulous vacation out of City

Fabulous spacious raise bungalow home, excellent location, country living & easy to commute to the City. Open concept, a lot of privacy. Shared space: family room with fireplace, exercise area ( few machines ). Private room and bathroom in the lower level. The room is equipped with: tv, a small fridge, coffee maker, mixer, microwave, iron,i.board, 2 pillows, blanket, 2 robes. 4 beach towels, Parking available on the driveway, parking permit you can buy in the city office for the plate #

Villa in Annan

Cape Cod Villa @ Coffin Ridge

Enjoy the peace and tranquillity of the Annan country side on a beautiful 35 acre property over looking Georgian Bay. Located just 2.5 hours from Toronto and only 15 minutes from the quaint town of Meaford. Explore the unique Coffin Ridge winery located a few meters up the road. Cozy up to the toasty two sided gas fireplace on those cooler nights or open up the French doors and fall out onto a magnificent stone terrace/deck to eat breakfast while gazing out onto the shores of Georgian Bay.

A modern living area features a leather sectional sofa placed around a circular coffee table. A mounted television is displayed over a stone fireplace. Natural light is filtered through large windows, enhancing the open feel of the space, which includes a stylish accent chair.
Villa in Collingwood
4.75 out of 5 average rating, 152 reviews

The Family Escape Townhome

Conveniently located in Collingwood, Ontario only 1.5 hours from the GTA, this home is a 5 minute drive to Blue Mountain Resort, a 7 minute drive to Northwinds Beach & 20 minute drive to Wasaga Beach (the largest fresh water beach in the world!). Enjoy hiking/biking trails, golf and so much more! Set your day’s agenda from hitting the slopes, to relaxing at the spa. This home will make you feel warm and welcomed to the four-season destination of Collingwood & our neighbour Blue Mountain!

An outdoor area is surrounded by lush greenery, featuring a gravel path leading to a central stone arrangement with a small plant. Several seating options are available, including black and blue chairs, with wooden structures and logs in the background, offering a sense of tranquility.
Villa in New Tecumseth

Beautiful bungalow on 9 acres with River

Large spacious bungalow on 9 beautiful private acres. Enjoy all the aspects of privacy and nature. Go fishing in the River or hang out by the treehouse that has a sofa bed and single bunk. 4 bedroom bungalow that can easily sleep 10 adults. Large open kitchen, dining and living area. 3.5 baths, large basement area and 3 T.V's and gym. The outdoor space has 4 fire pit's a large dog run with a heated dog house, river that surrounds the grounds. 2 min drive from stores and Tim Hortons

Guest favourite
A bright living area showcases large arched windows that invite natural light and offer views of the surrounding greenery. A coffee table sits in the center, complemented by decorative potted plants. A cozy seating arrangement features a sectional sofa and a single seat with a throw pillow.
Villa in Tiny
4.98 out of 5 average rating, 114 reviews

In Pines •Cozy Escape • Screened Porch • Beach

Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

Guest favourite
A spacious living room features contemporary furnishings, including two sleek sofas arranged around a central coffee table. Tall ceilings and soft lighting highlight a large artistic photograph of trees. Neutral colors enhance the room's airy ambience, complemented by warm wood flooring.
Villa in Collingwood
5 out of 5 average rating, 12 reviews

Luxury Collingwood Getaway

Exquisite Custom Built Bungalow w/ 4 Beds, 4 baths & luxurious finishes throughout. ( 1 king, 1 queen, 1 double bed, 1 queen blowup set) Located in Collingwood, this stunning property has a balance of indoor and outdoor space. Unwind in the inviting hot tub, perfect for starlit evenings & soothing relaxation. This property offers a convenient proximity to Collingwood's finest amenities, hiking trails, & ski resorts are just a short drive away, ensuring year-round enjoyment.

A spacious outdoor area features a stone fire pit surrounded by colorful lawn chairs in pink and teal. The back of a two-story stone house is visible, with a balcony above overlooking the yard. Lush greenery and a wooden fence frame the scene.
Villa in Wasaga Beach
4.08 out of 5 average rating, 26 reviews

Beach1*com - Villa #32 - Riverfront, Hot Tub

Located in the heart of Wasaga Beach on the Nottawasaga River, Beach1 Riverfront Resort has plenty to offer! Our resort features 3 separate stone crafted beach houses that can accommodate 15 guests each. It's a perfect place for large families & friends on vacation. Enjoy BBQs and bonfires with a riverside sunset and spectacular views. Being in the heart of Beach Area 1, you are right beside the events, attractions, and everything else the main end has to offer.

Guest favourite
An outdoor dining area is set with a dark table surrounded by comfortable chairs. Elegant tableware and floral arrangements decorate the table, while soft lighting creates a warm ambiance against a backdrop of lush greenery.
Villa in Kettleby
4.97 out of 5 average rating, 76 reviews

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, lovely sunroom, beautiful fenced backyard, fire pit and long driveway. Awesome location with lots of greenery, fall colours and fairy tale snow scenes! Everything is close by but you are in the peaceful countryside. 3 mins from HWY 400 and 30 mins from airport. No any kind of party is allowed here and no any street parking. Thanks for your great understanding!

Three detached houses are visible, each featuring a balcony. Colorful chairs in pink and purple surround a bonfire pit on a sandy area. A Canadian flag stands nearby, gently fluttering in the breeze, with a clear blue sky and scattered clouds overhead.
Villa in Wasaga Beach
4.05 out of 5 average rating, 22 reviews

Beach1 Riverfront Resort - Villa #36

Located on the Nottawasaga River, in heart of Wasaga Beach, this beautiful, large waterfront property has plenty to offer! With three 2400 sq. ft. stone crafted detached houses, that can accommodate 17 guests each, it is a perfect place for multiple families or large groups on vacation. Being close to Beach Area 1, your walk to the main attractions on the beach and strip is very short. Enjoy BBQ's and bonfires with a riverside sunset!

Popular amenities for villa rentals in Collingwood

Quick stats about villa rentals in Collingwood

  • Nightly prices starting at

    Collingwood holiday rentals start at $233 SGD per night before taxes and fees

  • Verified guest reviews

    Over 130 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Collingwood rentals

  • 4.8 Average rating

    Collingwood stays are highly rated by guests – averaging 4.8 out of 5!

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